Villas with a pool Tuscany | Apartments to rent with swimming facilities

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  • Italy
  • Tuscany
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  • Maremma (6)
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  • Province of Florence (2,818)
  • Province of Grosseto (630)
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  • Province of Massa Carrara (127)
  • Province of Pisa (1,072)
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  • Province of Siena (2,774)

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11,771 Holiday homes

Filters applied: Swimming pool (11,771)

(1) Excellent 

16

Province of Grosseto / Montemassi

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£380 / week

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from £52 / night

(5) Excellent 

56

Charming villa surrounded by olive groves - Nozzano villa sleeps 10

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
Have a look at the Villa on : https://youtu.be/vwqYL3DhZ-0 Beautiful villa surrounded by olive groves on the hills of Lucca. The villa is very spacious and comfortable and is the ideal place for a holiday with your family. You can relax into the nature or swim in the  …see more

from £111 / night

£776 - £1763 / week

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from £111 / night

(4) Excellent 

36

Grand, rustic Tuscan villa with stunning views and private swimming pool, sleeps 8 - Castelvecchio villa sleeps 8

Province of Pistoia / Castelvecchio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
The farm house: In the mountains between Pisa og Florence you will find the real Italy. The rustic stone farm house is situated in a picturesque olive grove where you can enjoy breathtaking views from the lovely pool and pool terrace. The house is ideal for vacation for  …see more

from £141 / night

£858 - £2141 / week

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from £141 / night

Featured properties

(1) Excellent 

11

Fucecchio / Torre, Fucecchio

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Nearest beach 45 km
  • Swimming pool
  • Air conditioning

 …see more

from £52 / night

£328 - £2742 / week

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from £52 / night

(7) Excellent 

33

Lovely 2 bedroom holiday apartment in Tuscany - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden ,  …see more

from £61 / night

£457 - £587 / week

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from £61 / night

(6) Excellent 

24

Chianti Penthouse with View - San Donato in Poggio penthouse sleeps 2

Tavarnelle Val di Pesa / San Donato in Poggio

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This apartment is one of a property consisting of a total of 5 apartments located in San Donato in Poggio, a town in Florentine Chianti Classico area, 21km from Florence and 25km from Siena. The brand-new large open-plan penthouse (37 sq.m + 1 terrace 18 sq.m + 1 balcon  …see more

from £74 / night

£367 - £587 / week

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from £74 / night

16

Farmhouse Podere Pienza - Val d'Orcia farmhouse sleeps 12

Montalcino / Val d'Orcia

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The 300 m2 farmhouse has been beautifully restored. Split into 2 levels, the farmhouse has a huge open living room that has access to the terrace with outdoor furnishings for dining and relaxing. The farmhouse is adorned with fine Tuscan country furnishings.The farmhous  …see more

from £259 / night

£1983 / week

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from £259 / night

(7) Excellent 

11

Le Capanne: Capanne4 - Calomini guest house sleeps 2

Vergemoli / Calomini

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Farmhouse complex that was totally restored in 1998 and transformed into 4 beautiful apartments with swimming pool on a hilltop not far from Lucca. The stone farmhouse sits at 600 meters altitude and offers views over the surrounding countryside with chestnut forests, a  …see more

from £61 / night

£104 - £302 / week

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from £61 / night

26

Podere Capanne Rigomagno - Rigomagno house sleeps 6

Sinalunga / Rigomagno

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard o  …see more

from £81 / night

£561 - £1285 / week

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from £81 / night

23

cavallo L - Istia d'Ombrone apartment sleeps 5

Province of Grosseto / Istia d'Ombrone

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Ask owner if suitable for children
Large apartment of 60 sqm on the first floor, with access from the garden and through a beautiful stone arch and stairs. Large living room with kitchen corner, fire place, and a double sofa bed. Double bedroom, single bedroom, one bathroom with shower. Air conditioned.  …see more

from £87 / night

£371 - £750 / week

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from £87 / night

10

Province of Florence / Vinci

6 6 1 night min

  • 6 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£302 - £1207 / week

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from £52 / night

(1) Very Good 

23

Splendid 4 bedroom villa near the beach, features lovely pool and outdoor space, sleeps up to 10 - Lucca villa sleeps 10

Province of Lucca / Lucca

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly
Splendid villa situated in a great location close to the beaches of Versilia.Surround by private garden with 12*6m swimming pool, large patio with table and chairs for dining "al fresco" and comfy arm chairs for simply relaxing outdoors, which will surely add  …see more

from £73 / night

£507 - £2660 / week

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from £73 / night

4

Province of Livorno / Marina di Bibbona

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £25 / night

£173 / week

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from £25 / night

(22) Excellent 

19

Casa Boccina - 19th century Tuscan Farmhouse - Piana di Lucca farmhouse sleeps 10

Lucca / Piana di Lucca

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
Casa Boccina is an early 19th century Tuscan farmhouse set in fourteen acres of gardens and forest by Monte San Quirico, a village just outside of Lucca. It is only a five minutedrive/ 35 minute walk from the beautiful walled city of Lucca. It is 14 acres of mostly fla  …see more

from £270 / night

£1850 - £3400 / week

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from £270 / night

(5) Excellent 

46

Villa Sangimignano - Montauto farmhouse sleeps 5

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
The 200 sqm villa is a typical stone barn in an early '900 style, characterized by the tranquility of the Tuscan countryside of San Gimignano in which it is immersed.It can be accessed via a large private and completely fenced garden of 2,000 sqm.The house is the r  …see more

from £200 / night

£1466 - £1983 / week

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from £200 / night

(8) Very Good 

20

Podere San Regolo - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
"Podere San Regolo" is a lovely independent villa situated down a quiet country road. It is surrounded by lovely gardens with private pool and views over the olive groves and Tuscan countryside. We restored the house to provide characterful and comfortable family accom  …see more

from £246 / night

£1725 / week

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from £246 / night

(10) Very Good 

38

2 bedroom apartment in classic Tuscan villa, shared pool, private garden, wi-fi available - Ponte a Moriano apartment sleeps 4

Lucca / Ponte a Moriano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
La Dama is a simple, yet comfortable ground floor Tuscan villa located in a well restored farmhouse in a Tuscan village near Lucca. It has immediate access to the front garden and to a table with chairs for dining al fresco. In the communal back garden there is the awim  …see more

from £61 / night

£302 - £569 / week

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from £61 / night

(13) Excellent 

23

Casacorvo Maggiore: *Eroica Weekend Available* - Gaiole in Chianti apartment sleeps 8

Province of Siena / Gaiole in Chianti

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. Outside, enjoy a game of boules in the  …see more

from £165 / night

£1000 - £1500 / week

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from £165 / night

28

Province of Pisa / Santa Luce

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £35 / night

£130 - £337 / week

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from £35 / night

(1) Very Good 

30

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £120 / night

£474 - £715 / week

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from £120 / night

7

Province of Pisa / Calcinaia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£604 / week

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from £87 / night

(1) Excellent 

14

Province of Siena / Poggibonsi

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£302 / week

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from £44 / night

(3) Very Good 

20

Villa Calcinaia - POZZO - Montefioralle apartment sleeps 6

Greve in Chianti / Montefioralle

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
From the ancient rectory adjacent to the small church of San Piero al Pino (13th century), two apartments have been restructured. Pozzo apartment has a large kitchen (all appliances), sitting room and dining area in an open floorplan. On the ground floor is a twin bedde  …see more

from £78 / night

£535 - £3707 / week

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from £78 / night

(11) Excellent 

24

Historic villa, private pool, gardens, great views - Bagnone villa sleeps 6

Province of Massa Carrara / Bagnone

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
Al Palazz is a stylish, spacious, architect-restored villa at the heart of a tiny centuries-old village. The private heated pool and poolside dining terrace are set in an acre of landscaped gardens which look across the valley to a medieval castle and the hills beyond.  …see more

from £142 / night

£990 - £2000 / week

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from £142 / night

(8) Excellent 

24

Peaceful 6 bedroom Tuscan villa with private outdoor pool and amazing views - Monte San Savino villa sleeps 11

Province of Arezzo / Monte San Savino

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Villa al Monte is uniquely situated on the edge of the medieval hamlet Monte San Savino, in a peaceful panoramic position with views of 180° of the surrounding countryside. This ancient home has been finely and elegantly restored with every modern comfort and lies in a  …see more

from £137 / night

£953 - £2802 / week

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from £137 / night

(1) Excellent 

19

Farmhouse holiday rental with private pool and garden in San Gimignano - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £69 / night

£475 - £992 / week

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from £69 / night

(1) Excellent 

21

Toscana app. Michele 2/6 pax - Fosdinovo apartment sleeps 6

Province of Massa Carrara / Fosdinovo

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
Occupied by our son before he abandon the nest, it is a two-room apartment on two floors, placed in front of the pool. On the ground floor a living area with a small kitchenette and two sofa futon convertible into beds and a small bathroom with shower on the ground, toi  …see more

from £69 / night

£432 - £576 / week

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from £69 / night

(5) Excellent 

19

Province of Grosseto / Giuncarico

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £43 / night

£294 - £906 / week

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from £43 / night

(3) Excellent 

14

Province of Arezzo / Arezzo

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £104 / night

£518 / week

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from £104 / night

(53) Excellent 

32

Villa Carda, luxury villa in Tuscany with private heated pool, jacuzzi, sauna and garden, sleeps up to 12 - Arezzo villa sleeps 12

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Located on the hills that divide the Casentino valley from Chianti, the Villa is ideally positioned for those wishing to visit cities such as Florence, Arezzo or Siena.It is also the perfect base to experience and explore the Tuscan countryside.Now restored to perfectio  …see more

from £308 / night

£2156 - £4311 / week

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from £308 / night

31

Panoramic traditional Tuscany farmhouse with pool - Pieve Fosciana farmhouse sleeps 4

Province of Lucca / Pieve Fosciana

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This is a traditional Tuscany country house located on top of a sunny and very panoramic hill near the medieval borough of Sillico. It rises on a terraced area surronded by grazing sheep and very ancient chestnust forests. The wonderful panorama, look the Garfagnana V  …see more

from £78 / night

£453 - £1207 / week

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from £78 / night

(1) Excellent 

27

Lucia, Lg apt, pool, wi-fi - Villa Collemandina farmhouse sleeps 6

Province of Lucca / Villa Collemandina

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Apartment Lucia has 2 doubles and a twin bedroom, a living/dining room with sofa bed and beautiful arched windows, 2 bath/shower rooms and fully equipped modern kitchen.Renovated to a very high standard, the apartment has a private patio area for al fresco dining, BBQ a  …see more

from £99 / night

£695 - £895 / week

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from £99 / night

(16) Very Good 

18

Idyllic villa in Tuscan villa with 7 bedrooms, private swimming pool, garden, terrace and amazing views - Impruneta villa sleeps 13

Province of Florence / Impruneta

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
For those seeking a memorable holiday discovering the pleasures of Tuscany Ville le Dame has it all.Villa Le Dame is situated in a privileged position, immersed in total tranquillity of the countryside and at the same time is just a short distance (1.7km) from the town  …see more

from £201 / night

£1401 - £4483 / week

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from £201 / night

(5) Excellent 

24

La Villa - Aulla villa sleeps 8

Province of Massa Carrara / Aulla

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
La Villa is an elegant house built in the early years of the last century as a country retreat for a prosperous Genoese seafarer and his family. The style of the house reflects its origin, with beautiful tiled floors, marble staircase & windowsills, and large rooms wit  …see more

from £258 / night

£1800 / week

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from £258 / night

(2) Very Good 

24

I5.155 - Spacious villa wi... - Montecatini Val di Cecina villa sleeps 18

Province of Pisa / Montecatini Val di Cecina

6 18 7 nights min

  • 6 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 35 km
  • Swimming pool
  • Child friendly
Villa with a stunning view over the Val di Cecina and within walking distance to the village of Montecatini Val di Cecina. The villa is thoroughly renovated using the best materials and with attention to the details. Large beautiful pool area with surrounding terraces f  …see more

from £218 / night

£1524 - £4865 / week

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from £218 / night

48

La Grancia Country Resort Apt4 - Montisi fort sleeps 3

Province of Siena / Montisi

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Grancia Country Resort is a romantic and charming 14th century fortress used as a "Grancia", a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany coun  …see more

from £107 / night

£739 - £821 / week

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from £107 / night

7

Castiglione Della Pescaia / Punta Ala

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £216 / night

£1509 / week

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from £216 / night

(15) Excellent 

22

Casacorvo Minore *Late Booking Discounts* - Gaiole in Chianti apartment sleeps 4

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships.The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with sol  …see more

from £85 / night

£525 - £725 / week

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from £85 / night

(9) Excellent 

31

Villa Alla Marginetta: 5 bedroom luxury villa with garden, gazebos and private pool - Pescaglia villa sleeps 11

Province of Lucca / Pescaglia

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
We just received a cancellation, so we reduced 2 weeks in August from 3500 to 1999! A one off as we have never had a cancellation so late int he season before. Villa Alla Marginetta is a luxury Villa set on 6 acres of land and forest and has recently been refurbished to  …see more

from £234 / night

£1638 - £3018 / week

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from £234 / night

(15) Very Good 

26

Golf Hotel Punta Ala Rta appartamento - Punta Ala apartment sleeps 5

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from £53 / night

£371 / week

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from £53 / night

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